Dexamethasone 地塞米松

CAS 50-02-2 MFCD00064136

化学结构图

50-02-2
SMILES: C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(=O)CO

化学属性

Mol. FormulaC22H29FO5
Mol. Weight392.46
Melting Point255-264°C
TSCAYes
SolubilitySoluble in ethanol (25 mg/ml), and DMSO (25 mg/ml). Insoluble in water.
Appearance powder
Refractive index76 ° (C=1, Dioxane)
Stability对光线和空气敏感
Boiling Point568.2°C at 760 mmHg
Flash Point297.5°C

别名和识别编码

Chemical NameDexamethasone
Synonym Dexamethasone {Chemicalbook} (11B,16A)-9-FLUORO-11,17,21-TRIHYDROXY-16-METHYL-PREGNA-1,4-DIENE-3,20-DIONE 1,4-PREGNADIEN-9-ALPHA-FLUORO-16-ALPHA-METHYL-11-BETA, 17,21-TRIOL-3,20-DIONE 1,4-PREGNADIEN-9ALPHA-FLUORO-16ALPHA-METHYL-11BETA, 17ALPHA, 21-TRIOL 3,20-DIONE 16-alpha-Methyl-9-alpha-fluoro-11-beta,17-alpha,21-trihydroxypregna-1,4-diene-3,20-dione 16-alpha-Methyl-9-alpha-fluoro-delta(sup 1)-hydrocortisone 21α-乙酰氧基-9α-氟-11β,17α-二羟基-16α-甲基孕甾-1,4-二烯-3,20-二酮 9α-氟-16α-甲基氢化泼尼松 9-氟-11,17,21-三羟基-16-甲基(11b,16a)-孕甾-1,4-二烯-3,20-二酮 地塞米松 德沙美松 21α-乙酰氧基-9α-氟-11β;17α-二羟基-16α-甲基孕甾-1,4-二烯-3,20-二酮 21α-乙酰氧基-9α-氟-11β;17α-二羟基-16α-甲基孕甾-1,4-二烯-3,20-二酮;9α-氟-1 9-alpha-Fluoro-16-alpha-methyl-1,4-pregnadiene-11-beta,17-alpha,21-triol-3,20-dione 9-alpha-Fluoro-16-alpha-methylprednisolone 9ALPHA-FLUORO-11BETA,17ALPHA,21-TRIHYDROXY-
MDL NumberMFCD00064136
CAS Number50-02-2
PubChem Substance ID5743
EC Number200-003-9
Beilstein Registry Number2066651
Merck Number14,2943
Chemical Name Translation地塞米松
Wiswesser Line NotationL E5 B666 OV KU MUTJ A1 BF CQ E1 FV1Q FQ G1
LabNetwork Molecule IDLN00240034
InChIInChI=1S/C22H29FO5/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,23)17(26)10-20(16,3)22(12,28)18(27)11-24/h6-7,9,12,15-17,24,26,28H,4-5,8,10-11H2,1-3H3/t12-,15+,16+,17+,19+,20+,21+,22+/m1/s1
Canonical SMILESO=C1C=C[C@@]2(C)C(CC[C@]3([H])[C@]2(F)[C@@H](O)C[C@@]4(C)[C@@]3([H])C[C@@H](C)[C@@]4(C(CO)=O)O)=C1
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分类

  • {SNA} Bioactives and Supplements for Stem Cell Expansion, Bioactives/Supplements, General Stem Cell Biology, Hormones, Immune Cell Signaling and Blood, Immune System Regulation, Immunomodulators and Antibiotics, Stem Cell Differentiation, Stem Cell Expansion, Vitamins, Hormones, Misc., 干细胞生物学, 细胞信号转导和神经科学, 细胞培养, 细胞生物学, 试剂和添加剂
  • {SNA} Core Bioreagents, Enzyme Inhibitors, Hormones, Research Essentials, 细胞培养, 试剂和添加剂
  • {SNA} Application Index, Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index,

产品应用

  • An antiinflammatory glucocorticoid

相关文献及参考

  • [2]. Adcock IM, et al. Ligand-induced differentiation of glucocorticoid receptor (GR) trans-repression and transactivation: preferential targetting of NF-kappaB and lack of I-kappaB involvement. Br J Pharmacol. 1999 Jun;127(4):1003-11
  • [3]. Rocksén D, et al. Differential anti-inflammatory and anti-oxidative effects of Dexamethasone and N-acetylcysteine in endotoxin-induced lung inflammation. Clin Exp Immunol. 2000 Nov;122(2):249-56
  • [4]. Roussel D, et al. Dexamethasone treatment specifically increases the basal proton conductance of rat liver mitochondria. FEBS Lett. 2003 Apr 24;541(1-3):75-9.
  • [5]. Ballabh P, et al. Neutrophil and monocyte adhesion molecules in bronchopulmonary dysplasia, and effects of corticosteroids. Arch Dis Child Fetal Neonatal Ed. 2004 Jan;89(1):F76-83.
  • [6]. Heidi Ledford. et al. Coronavirus Breakthrough: Dexamethasone Is First Drug Shown to Save Lives. Nature. 2020 Jun 16.
  • [7]. Yun Chen, et al. Glucocortico

安全信息

GHS Symbol
WGK Germany2
Hazard Codes Xn Xi Xi,Xn
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled 吸入可能导致过敏或哮喘症状或呼吸困难
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H360 May damage fertility or the unborn child 可能对生育能力或未出生婴儿造成伤害
  • H361 Suspected of damaging fertility or the unborn child 怀疑对生育能力或未出生婴儿造成伤害
  • H373 May causes damage to organs through prolonged or repeated exposure 长期或频繁接触可能会损伤器官
  • H410 Verytoxictoaquaticlifewithlonglastingeffects 对水生生物毒性非常大并具有长期影响。
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Faceshields, Gloves
RTECSTU3980000
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前,切勿操作。
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P272 Contaminated work clothing should not be allowed out of the workplace. 污染的工作服不得带出工作场所。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P281 Use personal protective equipment as required. 使用所需的个人防护装备。
  • P285 In case of inadequate ventilation wear respiratory protection. 在通风不足的情况下,戴呼吸防护。
  • P302+P352
  • P304+P340
  • P304+P341
  • P305+P351+P338
  • P308+P313
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适,呼叫解毒中心或医生/医师。
  • P314 Get medical advice/attention if you feel unwell. 获取医疗咨询/就医,如果你觉得不舒服
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P332+P313
  • P333+P313
  • P337+P313
  • P342+P311
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • P391 Collect spillage. Hazardous to the aquatic environment 收集对水环境有危害的泄漏物。
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Danger
Safety Statements
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
  • S22 Do not breathe dust 不要吸入粉尘;
Risk Statements
  • R63 Possible risk of harm to the unborn child 可能危害未出生婴儿
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R42/43
  • R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
Storage condition 2-8°C, protect from light {Chemicalbook} 2-8°C 2-8°C储存 Light Sensitive 储存温度2-8°C,充氩保存
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Multiple routes
SPECIES OBSERVED        : Human - woman
DOSE/DURATION           : 4759 ug/kg/18D-I
TOXIC EFFECTS :
   Kidney, Ureter, Bladder - urine volume increased
REFERENCE :
   ICMED9 Intensive Care Medicine.  (Springer-Verlag New York, Inc., Service
   Center, 44 Hartz Way, Secaucus, NJ 07094)  V.3-    1977-
   Volume(issue)/page/year: 21,238,1995

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 410 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   RPOBAR Research Progress in Organic-Biological and Medicinal Chemistry. (New
   York, NY)  V.1-3, 1964-72.  Discontinued.  Volume(issue)/page/year:
   2,281,1970

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 14 mg/kg
TOXIC EFFECTS :
   Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   8,250,1966

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 4400 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   YAKUD5 Gekkan Yakuji.  Pharmaceuticals Monthly.  (Yakugyo Jihosha, Inaoka
   Bldg., 2-36 Jinbo-cho, Kanda, Chiyoda-ku, Tokyo 101, Japan)  V.1-   1959-
   Volume(issue)/page/year: 21,2117,1979

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraper

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Rodent - rat Cells - not otherwise specified
DOSE/DURATION           : 10 umol/L
REFERENCE :
   ITCSAF In Vitro.  (Rockville, MD)  V.1-20, 1965-85.  For publisher
   information, see ICDBEO.  Volume(issue)/page/year: 14,625,1978

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Rodent - rat Cells - not otherwise specified
DOSE/DURATION           : 100 nmol/L
REFERENCE :
   ECREAL Experimental Cell Research.  (Academic Press, Inc., 1 E. First St.,
   Duluth, MN 55802) V.10-    1950-  Volume(issue)/page/year:

TYPE OF TEST            : Micronucleus test
ROUTE OF EXPOSURE       : Intraperitoneal
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 1 mg/kg
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 308,89,1994

{

TYPE OF TEST            : Mutation test systems - not otherwise specified
ROUTE OF EXPOSURE       : Administration onto the skin
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 3 mg/kg
REFERENCE :
   JNCIAM Journal of the National Cancer Institute.  (Washington, DC)  V.1-60,
   1940-78.  For publisher information, see JJIND8.  Volume(issue)/page/year:
   54,931,1975

TYPE OF TEST            : Sister chromatid exchange
ROUTE OF EXPOSURE       : Intraperitoneal
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 100 ug/kg
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 308,89,1994

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Human Lymphocyte
DOSE/DURATION           : 10 mg/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Net

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 1500 ug/kg
SEX/DURATION

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 2 mg/kg
SEX/DURATION            : female 20 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - respiratory system
REFERENCE :
   PEPUES Pediatric Pulmonology.  (W.B. Saunders Co., W. Washington Square,
   Philadelphia, PA 19105) V.1-   1985-  Volume(issue)/page/year: 8,138,1990

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 1500 ug/kg
SEX/DURATION            : female 17-19 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
   Reproductive - Specific Developmental Abnormalities - respiratory system
REFERENCE :
   BNEOBV Biology of the Neonate.  (S. Karger Pub., Inc., 79 Fifth Ave., New
   York, NY 10003) V.15-    1970-  Volume(issue)/page/year: 68,39,1995

{hazard_c

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 28800 ug/kg
SEX/DURATION            : female 7-15 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
REFERENCE :
   NYKZAU Nippon Yakurigaku Zasshi.  Japanese Journal of Pharmacology. (Nippon
   Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho,
   Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40-    1944- Volume(issue)/page/year:
   71,367,1975

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其他信息

  • Alfa Aesar:地塞米松,98% Dexamethasone, 98%(50-02-2)
  • 下游产品:倍氯米松
  • 地塞米松价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2010/06/21 230300050 地塞米松 Dexamethasone 96% 5 GR 9047元 2010/06/21 230300010 地塞米松 Dexamethasone 96% 1 GR 2627元 2010/06/21 230302500 地塞米松 Dexamethasone 96% 250 MG 1161元
  • MOL 文件:50-02-2.mol
  • 图谱信息:地塞米松(50-02-2)核磁图( 1 HNMR) 地塞米松(50-02-2)质谱(MS) 地塞米松(50-02-2)红外图谱(IR1) 地塞米松(50-02-2)红外图谱(IR2) 地塞米松(50-02-2)核磁图( 13 CNMR)
  • 比旋光度:75 ° (c=1, dioxane)
  • Sigma Aldrich:50-02-2(sigmaaldrich)
  • Acros Organics:地塞米松 Dexamethasone, 96%(50-02-2)
  • 副作用:地塞米松是一种人工合成的肾上腺皮质激素,属于长效类糖皮质激素类药物,糖皮质激素有促进三大营养物质代谢的作用,同时又能阻止蛋白质合成,长期外用,可导致较为严重的后果,不过不良反应比口服用药要小很多,常见的系统性糖皮质激素副作用包括: 胃部不适,增加胃溃疡敏感度。 增加食欲,导致体重显著增加。 潜在的糖尿病患者:葡萄糖不耐症是加重患者原有糖尿病。 精神病,包括人格改变,易怒,兴奋,躁狂。 骨质疏松症的长期治疗:病理性骨折(如髋关节)。 肝酶升高,脂肪肝豆状核变性(通常是可逆的)。 对肾病综合征患者长期大剂量用药容易引起胃肠道溃疡、股骨头无菌性坏死等大的副作用。治疗肾病综合征还是用醋酸泼尼松片为好。 地塞米松可用于治疗高原脑水肿和肺水肿。人们在登山探险时使用可以缓解高原反应。 与马波沙星、克霉唑等合用以治疗狗或鸟等的耳部感染或过敏。
  • 用途一:主要用于抗炎和抗过敏,适用于类风湿性关节炎和其他胶原性疾病等。
  • MSDS 信息:9alpha-Fluoro-11beta,17alpha,21-trihydroxy-16alpha-methylpregn-1,4-diene-3,20-dione(50-02-2).msds
  • color:off-white

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